Villas and Holiday homes in Anguilla

310 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Anguilla holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

310 Villa rentals in Anguilla

Best Anguilla villas and holiday homes with a pool

Among the 310 accommodations in Anguilla, here are the 4 best villas and holiday homes with a pool

Caribbean Rhapsody Oceanfront Villa - Anguilla
10 25 reviews
Anguilla
09/12 – 17/12
844 €/nighttotal: 6752 € (8 )

Caribbean Rhapsody Oceanfront Villa

4 6
house , Island Harbour
This four-bedroom villa is situated in Island Harbour, a short 8-kilometre drive from Shoal Bay East and Captains Bay, offering easy access to the island's most popular beaches. The property boasts a private infinity pool, a well-equipped kitchen, and a spacious living area, ideal for families or groups of up to ten guests.
4-bed Villa Pool Parking - Anguilla
10 1 review
Anguilla
22/08 – 26/08
1153 €/nighttotal: 4612 € (4 )

4-bed Villa Pool Parking

4 2
house , Long Path
This four-bedroom house is situated in Long Path, Anguilla, just 18 kilometres from Shoal Bay and 4 kilometres from Anguilla Airport, offering a tranquil escape from the bustling tourist areas. The peaceful location of Long Path provides a serene setting for your holiday.
The 125 square metre property comfortably accommodates eight guests with four bathrooms, a fully equipped kitchen, and a private garden and pool. The house also benefits from air conditioning, Wi-Fi, and parking, as well as stunning sea views.
Château Genesis : Cozy Caribbean Retreat - Anguilla
10 5 reviews
Anguilla
09/12 – 17/12
1477 €/nighttotal: 11816 € (8 )

Château Genesis : Cozy Caribbean Retreat

3 6
house , West End
This West End Village villa is less than 2km from Barnes Bay and Meads Bay, offering easy access to Anguilla Arch and West End Bay.
The three-bedroom property boasts a private fenced yard, swimming pool, fitness centre, and fully equipped kitchen, alongside concierge services and free Wi-Fi; nearby amenities include barbecue grills and laundry facilities.
Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate. - Anguilla
10 3 reviews
Anguilla
09/12 – 17/12
7153 €/nighttotal: 57224 € (8 )

Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate.

1 2
house , The Valley
This Balinese-inspired beachfront villa is located on Long Bay in the fashionable west end of Anguilla, with direct access to a half-mile of pristine white sand beach. The property has received excellent user ratings, making it a popular choice for discerning travellers.
The spacious nine-bedroom property spans 613 square metres and offers a range of luxurious amenities, including a gourmet kitchen, heated pool, hot tub, gym, tennis/basketball court, movie theatre, golf simulator room, and watersports. Guests can also enjoy a full-time chef, daily breakfast, a select house bar, and arrival/departure ground transfers as part of the Heavenly Package.

Best family friendly Anguilla villas and holiday home

Among the 310 accommodations in Anguilla, here are the 4 best family friendly villas and holiday homes

Sandcastle Villa - Anguilla
10 26 reviews
Anguilla
24/06 – 30/06
2787 €/nighttotal: 16722 € (6 )

Sandcastle Villa

4 2
house , Crocus Hill
Sandcastle Beach House is situated in The Valley, just a short distance from Crocus Bay Beach and Shoal Bay, offering a tranquil escape in a prime location. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious villa features four bedrooms, making it ideal for families or groups of friends. The property offers a range of amenities, including a private pool and hot tub, a well-equipped kitchen, daily room service, and a host of activities like cycling, fishing, and snorkeling.
Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
09/10 – 12/10
535 €/nighttotal: 1605 € (3 )

Châlet Genesis

3 1
house , Meads Bay
Châlet Genesis is located in Meads Bay, a short 2 km from Meads Bay Beach and 9 km from Anguilla Airport.
This 3-bedroom villa offers a private garden and balcony, perfect for enjoying the beautiful Anguilla weather, as well as a swimming pool, a terrace, and parking for up to 15 guests.
Oceanview Villa With Private Pool, 5 Mins To Beach - Anguilla
9.9 18 reviews
Anguilla
01/09 – 04/09
584 €/nighttotal: 1752 € (3 )

Oceanview Villa With Private Pool, 5 Mins To Beach

1 4
house , Seafeathers
Southern Comfort Villa sits in Seafeathers, offering stunning, uninterrupted views of the Caribbean Sea and the neighbouring islands of St. Martin and St. Barth. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The villa has two bedrooms and two bathrooms, comfortably accommodating up to five guests. Enjoy a fully equipped kitchen, a private pool, a wrap-around veranda, air conditioning, and free Wi-Fi, all while soaking in the breathtaking Caribbean scenery.
Chocolate Moose - Anguilla
10 3 reviews
Anguilla
01/08 – 10/08
244 €/nighttotal: 2196 € (9 )

Chocolate Moose

1 3
house , Anguilla
This apartment is situated just under 10 kilometres from Sandy Ground Beach, offering beautiful views of the ocean and neighbouring St. Maarten. Guests have consistently rated the accommodation, location, and cleanliness as excellent.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Amenities include air conditioning, parking, internet access, and a kitchen equipped with a fridge.

Frequently asked questions about villa rentals in Anguilla

  • What are the must-see attractions in Anguilla?

    Anguilla boasts stunning beaches, of course! Shoal Bay East consistently ranks among the world's best. Then there's Rendezvous Bay, Meads Bay, and Maundays Bay, each with its own unique charm. Beyond the beaches, explore the historic Wallblake House, a beautifully preserved Georgian mansion offering a glimpse into Anguilla's past. For breathtaking views, head to the Little Bay, a secluded cove accessible only by boat or a short, somewhat challenging hike. The island also offers excellent opportunities for snorkeling and diving, with many operators offering excursions to explore the vibrant coral reefs.
  • What are the best villa rentals in Anguilla?

  • Which airports are best for accessing Anguilla?

    The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's a relatively small airport, but it's conveniently located and well-connected to other Caribbean islands and the US. Many travellers fly into a larger hub like San Juan (SJU) in Puerto Rico, or Antigua (ANU), and then take a short connecting flight to Anguilla.
  • What are the best villa rentals with a pool in Anguilla?

  • What currency is used in Anguilla?

    The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island. Most businesses will happily accept both currencies.
  • What are the best villa rentals with a jacuzzi in Anguilla?

  • How safe is it to drive in Anguilla?

    Driving in Anguilla is generally safe, but the roads can be narrow and winding in places, particularly outside the main towns. Remember to drive on the left-hand side of the road. Renting a car can be a convenient way to explore the island at your own pace, but many visitors choose to rely on taxis or organised tours instead.
  • What are the best villa rentals for families and kids in Anguilla?

  • How can you avoid cultural misunderstandings while in Anguilla?

    Anguillians are known for their warm hospitality and laid-back attitude. A simple 'Good morning' or 'Good afternoon' goes a long way. Being respectful of local customs and traditions, such as dressing modestly when visiting churches or other religious sites, is always appreciated. Take your time, relax, and enjoy the island's unique culture at your own pace.
  • What are the best pet friendly villa rentals in Anguilla?

  • What are the headline festivals hosted in Anguilla?

    Anguilla hosts several festivals throughout the year. The Anguilla Summer Festival is a major event, usually taking place in July and August, featuring music, dancing, and cultural performances. The Anguilla Festival of the Arts takes place in April, showcasing local talent in visual arts, music, and performing arts. There are also several smaller, community-based festivals celebrating local traditions and heritage.
  • What are the best villa rentals with parking in Anguilla?

  • Which locations in Anguilla are reputed for excellent weather?

    Anguilla enjoys a tropical climate year-round, with consistently warm temperatures and sunshine. However, the best time to visit is typically during the dry season, from December to May, when rainfall is minimal. All areas of the island benefit from this generally excellent weather, but locations along the west coast, such as Meads Bay, often experience slightly calmer sea conditions.
  • Where are the best spots for a weekend stay in Anguilla?

    For a weekend getaway, many visitors opt for hotels in the areas around Meads Bay or Shoal Bay East. These locations offer easy access to some of the island's most beautiful beaches and a good selection of restaurants and bars. Smaller boutique hotels and guesthouses provide a more intimate experience.
  • Where are the best places to stay for a week in Anguilla?

    A week-long stay gives you more time to explore the island. Consider staying in a villa rental in areas like West End, offering more privacy and space. Alternatively, staying in a resort near Shoal Bay East or Rendezvous Bay provides convenient access to amenities and activities. The choice really depends on your preferences and budget.

Best Anguilla villas and holiday homes with a kitchen

Anguilla Oceanfront Retreat-water Access & Views - Anguilla
Anguilla
09/12 – 17/12
1333 €/nighttotal: 10664 € (8 )

Anguilla Oceanfront Retreat-water Access & Views

1 6
house , Little Harbour
Villa Bénie, a beachfront villa in Little Harbour, offers direct oceanfront access on the south side of Anguilla, just a few kilometres from Clayton J. Lloyd International Airport and Blowing Point ferry terminal.
This spacious villa accommodates up to 10 guests with five bedrooms, three bathrooms, and an outdoor shower, boasting a Great Room with integrated kitchen, dining, and living areas, and features like air conditioning, Wi-Fi, and extensive outdoor spaces for enjoying the sea.
Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath - Anguilla
10 8 reviews
Anguilla
01/09 – 04/09
479 €/nighttotal: 1437 € (3 )

Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath

1 4
house , Island Harbour
This two-bedroom house in Island Harbour is ideally located within easy reach of the island's beaches, restaurants and nightlife.
The property boasts a swimming pool, air conditioning and parking, making it perfect for families or groups of up to four people.
Very Private Ocean Front Villa, Shoal Bay Closeby - Anguilla
10 29 reviews
Anguilla
25/12 – 02/01
1547 €/nighttotal: 12376 € (8 )

Very Private Ocean Front Villa, Shoal Bay Closeby

1 4
house , Island Harbour
This villa is situated on the oceanfront in Island Harbour, Anguilla, with 5 beaches, including the famous Shoal Bay, within a 2-12 minute drive. The property has received excellent user, location, and cleanliness ratings.
The house is a two-bedroom, two-bathroom property that can accommodate up to four guests. It offers a range of amenities, including a swimming pool, a jacuzzi, a fully equipped kitchen, and a selection of beach equipment.
Clubhouse Suite At Bellamare - Anguilla
10 28 reviews
Anguilla
01/08 – 10/08
353 €/nighttotal: 3177 € (9 )

Clubhouse Suite At Bellamare

1 3
house , Shoal Bay Village
The Clubhouse Suite at Bellamare Estate is located on the eastern edge of Shoal Bay beach, just a short walk from the main village area. It has received excellent ratings for location, cleanliness, and user experience.
The suite offers a spacious living area with stunning ocean views, perfect for relaxing. Guests can enjoy a fully equipped kitchen, a private patio with ocean views, and access to a garden, a terrace, and parking.

Best Anguilla villas and holiday homes with parking

Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
01/08 – 10/08
1190 €/nighttotal: 10710 € (9 )

Sleeps 11, Kids Lounge, 5,000 Sqft

1 3
house , Village de Shoal Bay
Villa Okeanos is located just 150 metres above the sea rocks in Shoal Bay East, Anguilla, a short distance from the world-renowned beach. The property has excellent user, location and cleanliness ratings.
This four-bedroom, three-bathroom villa can accommodate up to 10 guests. The property features an infinity pool, BBQ grill, outdoor dining area, a bar under a covered patio, and a dedicated Kids Lounge.
Villa Anguillitta - Anguilla
10 7 reviews
Anguilla
09/12 – 17/12
1837 €/nighttotal: 14696 € (8 )

Villa Anguillitta

3 2
B&B , Blowing Point Village
This beachfront property in Sandy Point is located just two kilometres from the Blowing Point Ferry Terminal and Pelican Bay, offering easy access to the island's attractions. It boasts excellent user ratings, ensuring a comfortable and enjoyable stay.
The villa features four bathrooms and a patio, perfect for relaxing in the island's warm weather. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, sauna, and fitness centre, making it ideal for a luxurious and active getaway.
Luxury Villa - Anguilla
Anguilla
29/06 – 29/07
3635 €/nighttotal: 109050 € (30 )

Luxury Villa

1 2
house , George Hill
This luxurious villa is located in George Hill, Anguilla, approximately 5 kilometres from Anguilla Airport.
The 610 square metre property boasts ten bathrooms, sleeps 39 guests, and includes a private pool, terrace, fully equipped kitchen, free Wi-Fi, and free private parking.
Sunny Bluu Villas - Anguilla
Anguilla
08/07 – 29/07
359 €/nighttotal: 7539 € (21 )

Sunny Bluu Villas

1 2
house , Meads Bay
This villa is situated in Meads Bay, 9.9 kilometres from Anguilla Airport and a short distance from Meads Bay Beach.
This family-friendly villa offers accommodation for up to 7 guests, featuring 1 bedroom, 1 bathroom, air conditioning, a kitchen with a fridge and microwave oven, and private parking, with a floor area of 9 square metres.
©2026 cozycozy.com